Diamond Head Homes with Garden View

Welcome to Diamond Head, a stunning gem nestled on the southeastern coast of Oahu, Hawaii. This iconic region, known for its majestic volcanic crater, offers breathtaking views and a vibrant lifestyle that captivates both locals and visitors alike. With its proximity to the bustling city of Honolulu, Diamond Head provides the perfect blend of urban convenience and serene natural beauty.

As you explore this enchanting neighborhood, you’ll find a diverse array of homes that reflect the unique charm of Hawaiian architecture. Many residences boast picturesque garden views, allowing you to bask in the tranquility of lush tropical flora right from your own backyard. Imagine sipping your morning coffee surrounded by vibrant hibiscus blooms and swaying palm trees, a daily reminder of the paradise that is Hawaii.

The community of Diamond Head is not just about stunning homes; it’s a lifestyle. Enjoy leisurely strolls along the scenic coastline, take in the panoramic vistas from the summit of Diamond Head State Monument, or relax on the nearby sandy beaches. Outdoor enthusiasts will appreciate the numerous hiking trails and recreational opportunities that await just outside their front door.

With its rich cultural heritage, friendly atmosphere, and breathtaking landscapes, Diamond Head is more than just a place to live; it’s a way of life. Whether you’re looking for a cozy cottage or a luxurious estate, this charming neighborhood offers an array of options that are sure to make your Hawaiian dream a reality. Come experience the magic of Diamond Head, where every day feels like a vacation!

Newest Diamond Head Homes with Garden View

$2,450,000

4 Beds ⋅ 2 Baths ⋅ 202616289 MLS ⋅ FS - Fee Simple Tenure ⋅ 0 DOM

SELLER IS IN CONTRACT ON REPLACEMENT PROPERTY & Ready to receive offers again! OCEAN views; NOT in flood zone; PRIDE of ownership & shows BEAUTIFULLY! Nestled at the back of sought after Niu Valley, this elegant home offers a perfect blend of privacy, style, & sophisticated living. Enjoy lush mountain & distant ocean views from multiple vantage points. The generous yard provides a haven for gardeners or a perfect space for outdoor entertaining & play. The home features vaulted ceilings, abundant natural light, & a thoughtful layout & curated remodel inside and out. An upstairs primary suite is separate, well-appointed, offering comfort & privacy for family or guests. A spacious 2-car garage includes extra storage. The thoughtful layout includes 3 additional lower level bedrooms, w/adjacent family room & a 2 large walk-in storage closets. This lovely home is move-in ready, an EXCELLENT value in the current market! Convenient to nearby beaches, parks, restaurants, shopping, schools, & hiking trails, offering EZ access to everything you need. Enjoy the comfort & peaceful setting, surrounded by gorgeous verdant mountain, & the refined island living this home presents.

6046 Haleola Street, Honolulu

$125,000

2 Beds ⋅ 2 Baths ⋅ 202616172 MLS ⋅ LH - Leasehold Tenure ⋅ 1 DOM ⋅ Kahala Beach BLDG.

Enjoy coastal chic living in this well-appointed and cared for Kahala Beach residence located one back from the ocean. A rare offering in the preferred building (three stack), enjoy beautiful views of the Pacific Ocean from your lanai. Updated in 2021 with refreshed carpet, tasteful decor and well thought out upgrades that show pride of ownership. Two parking stalls included, both located in your building'sgarage. Property is Leasehold and no fee purchase option is available. Please consult with your Realtor to ensure You are fully aware of what Leasehold ownership entails at Kahala Beach Apartments. Monthly fees (estimated, please confirm) are: $2,565/month in Lease Rent, $1,371.31/month in Maintenance Fees and $863.43/mo nth in Property Taxes. Leasehold expires on July 15th 2027, no lease renewal or extension will occur. Owners will have the option to sign a rental lease agreement with Lessor after the leasehold expires, but with an initial contract date no longer than July 31st, 2028.

4999 Kahala Avenue Unit 250, Honolulu

$2,200,000

4 Beds ⋅ 5 Baths ⋅ 202612539 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

The true beauty of island living awaits in this impressive 4-bedroom, 3 full bath, and 2 half-bath estate. Set against the stunning backdrop of Aina Haina’s lush green mountains, this property has been lovingly cared for by one family for generations. Step into the open living room, which welcomes you into a serene, zen-like space filled w/natural sunlight, recessed lighting, & peaceful valley views. The kitchen features a spacious bar-top island—making meal prep & busy mornings a breeze—while a gigantic walk-in pantry ensures your ?ohana is always well-stocked. The crown jewel of the home, the primary suite offers sweeping ocean & mountain views, vaulted ceilings, a massive walk-in closet, & an expansive en-suite bathroom complete w/a soaking tub & separate shower. Designed with longevity in mind, ADA-accessible features make this property perfect for multi-generational living & seamless long-term planning. Outside, a secure, gated yard offers an ideal playground for young keiki & pets. Ample dedicated storage rooms guarantee clutter-free living with a place for everything. Located just a short drive from East Oahu’s premier beaches, parks, and dining. BOH THURS 8/27 9am-12pm.

912 Hao Street, Honolulu

$48,000

2 Beds ⋅ 2 Baths ⋅ 202615328 MLS ⋅ LH - Leasehold Tenure ⋅ 4 DOM ⋅ Kahala Beach BLDG.

NEW LISTING!! Experience island living in this beautifully upgraded 2 bdrm/2 bath residence in the desirable Kahala Beach oceanfront community. Tastefully renovated with modern finishes throughout, the unit features vinyl plank flooring, an updated kitchen with stainless steel appliances, and refreshed bathrooms. The spacious enclosed, covered lanai provides a comfortable extension of the living space—perfect for relaxing or enjoying the lush surroundings. The generously sized primary bedroom offers a peaceful retreat, while the unit’s private setting is enhanced by abundant greenery. A wonderful opportunity to enjoy the tranquility of Kahala Beach with the convenience of being just minutes from Kahala Mall with options of restaurants, shopping and entertainment! Don’t miss this fantastic opportunity!

4999 Kahala Avenue Unit 202, Honolulu

$2,800,000

4 Beds ⋅ 3 Baths ⋅ 202615777 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

Perched within the gated community of Hawaii Loa Ridge, 869 Ikena Circle captures sweeping ocean, coastline, and mountain views from an elevated East Honolulu setting. Expansive windows fill the home with natural light and showcase the blue Pacific from the spacious main living areas, which extend to a covered lanai for effortless indoor-outdoor living. Renovated in 2025, the thoughtfully designed floor plan offers a bedroom and full bath on the main level, along with a versatile office/den, while upstairs you'll find two generously sized en-suite bedrooms offering privacy and separation. Step outside to your own private pool surrounded by tropical greenery—the perfect setting to relax, entertain and take in the island surroundings. Additional highlights include 86 owned photovoltaic panels, a laundry room, and a 2 car garage with more covered parking in front. Residents of Hawaii Loa Ridge enjoy 24-hour gated security along with community tennis courts, a clubhouse, playground, BBQ areas and access to the Hawaii Loa Ridge hiking trail. A rare opportunity to enjoy privacy, space, security, and panoramic views in one of East Honolulu's most sought-after gated neighborhoods!

869 Ikena Circle, Honolulu

$50,000

2 Beds ⋅ 2 Baths ⋅ 202615775 MLS ⋅ LH - Leasehold Tenure ⋅ 8 DOM ⋅ Kahala Beach BLDG.

Enjoy the beauty and serenity of Kahala Beach from this spacious 1,555 sq ft, 2-bedroom, 2-bathroom ground-floor condominium at Kahala Beach Apartments. Ideally located on Kahala Avenue, this fully furnished residence is just steps from the beach and conveniently close to Kahala Hotel, Kahala Mall, restaurants, shopping, and easy access to Honolulu. The generous floor plan features an enclosed lanai that expands the living space and offers a peaceful garden setting. The unit is fully furnished with comfortable Hawaiian-style décor and includes a king bed in the primary bedroom, two queen beds in the second bedroom, and two sofa beds, providing ample space for family and guests. Enjoy the convenience of ground-floor living with easy access to the pool and recreation areas, plus the ability to bypass the elevator. The property also includes one covered garage parking stall and storage. A unique opportunity to own in one of Honolulu’s desirable beachfront communities. The lease term ends July 2027, but you can rent from Kamehameha schools after providing additional time to enjoy or utilize the property. Maintenance fee includes all utilities. Lease rent paid til October 2026!

4999 Kahala Avenue Unit 148, Honolulu

$1,400,000

3 Beds ⋅ 2 Baths ⋅ 202615578 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM ⋅ Kalani Iki Estates BLDG.

Tucked away in a cool, quiet & peaceful neighborhood, Kalani Iki Estates feels uniquely special as you arrive through the lush tree-lined community. This bright, modern 3-bedroom, 2-bath split-level home has been exceptionally maintained & thoughtfully updated. Soaring high ceilings & wrap-around floor-to-ceiling windows welcome you home to a contemporary floor plan, natural light & garden views throughout. Features & upgrades include a re-imagined kitchen with new quartz counter-tops & updated appliances, a dedicated dining space, luxury vinyl flooring, all-new windows & doors throughout, upgraded lighting, roller & zebra shades, two split A/C units & more. Three bedrooms are positioned on the upper-level for added privacy, plus a walk-in storage & walk-in laundry room. This home includes two covered parking stalls. Furnishings available for purchase to make this a turn-key package. Kalani Iki Estates includes landscaping & trash service, an on-site swimming pool, large covered entertainment space & a newly refurbished pickleball court. Minutes to Kahala, Hawaii Kai, urban Honolulu & beyond, this exceptional home in a truly special location is one you won't want to miss.

1500 Kalaniiki Street Unit 13, Honolulu

$1,275,000

3 Beds ⋅ 2 Baths ⋅ 202609335 MLS ⋅ FS - Fee Simple Tenure ⋅ 13 DOM

Vintage 1940's bungalow located in the super convenient Kapahulu area at the base of Diamond Head Crater. This charming home with many original features, that made it so cute, are intact and has been meticulously maintained throughout the years. Kitchen and bathrooms have been remodeled to todays standards... New fixtures, new appliances - including a gas range, AC's and ceiling fans in each room, new cabinetry, LVP flooring, fresh paint, lighting etc. makes this a perfect move-in ready home. Nicely landscaped exterior with full grassy areas, large mango tree for cool shade, fully fenced and gated yard, multiple tandem car parking with a laundry / storage room behind the carport are all features that make this a great property! There is a large concrete patio off the laundry room... possible extension for a future home office or additional bedroom? Definitely a classically adorable, move-in ready property on the outskirts of Waikiki!

3327 Catherine Street, Honolulu

$535,000

1 Beds ⋅ 1 Baths ⋅ 202614934 MLS ⋅ FS - Fee Simple Tenure ⋅ 14 DOM ⋅ Ilima Apts BLDG.

Located at desirable Pualei Circle in the Diamond Head neighborhood, Ilima Apartments offer peaceful residential living with the best of Honolulu just minutes away. Waikiki Elementary School is within walking distance. Diamond Head, Kapiolani Park, Waikiki Beach, Kaimana Beach, Queen’s Surf and the Honolulu Zoo are all conveniently nearby. Enjoy easy access to some of Honolulu’s favorite cafes, restaurants, bakeries and local eateries along Monsarrat Avenue, Kapahulu and Kaimuki. Assigned storage locker has space for surfboards and bicycles. The condo was beautifully renovated in 2020, including updated plumbing, providing modern comfort and peace of mind. With its tranquil salt water pool, quiet neighborhood setting, walkable access to school, beaches, parks, dining, and everyday conveniences, Ilima Apartments at Pualei Circle offers an exceptional opportunity to enjoy the best of island living in one of Honolulu’s most sought-after locations.

3093 Pualei Circle Unit 208, Honolulu

$985,000

2 Beds ⋅ 2 Baths ⋅ 202615363 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM ⋅ Kuliouou Kai Villa BLDG.

Rarely available WATERFRONT residence at Kuliouou Kai Villa, just steps from the beach! Corner unit offers exceptional privacy. Inspiring views over Paiko Lagoon & the Pacific set the backdrop for this stylish and beautifully maintained townhome. An airy living room takes full advantage of the oceanfront setting, with soaring vaulted ceilings and sweeping views. Contemporary kitchen opens to a spectacular private garden, where a travertine patio is surrounded by immaculate landscaping, two fountains, and a bird bath, all fully irrigated. The split-level layout offers two spacious bedroom suites, each with a walk-in closet. Unwind in your primary suite with panoramic views and ample room for a home office and sitting area. Kuliouou Kai Villas is a resort style community with a private pool and beautiful walking paths overlooking a bird sanctuary, and Kuliouou Beach Park. Two parking stalls & storage included.

6109-A Summer Street Unit 6109A, Honolulu

$1,088,000

2 Beds ⋅ 3 Baths ⋅ 202614149 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 DOM ⋅ Kahala View Estate BLDG.

Tucked among lush tropical greenery, this beautifully upgraded home offers the perfect blend of elegance, privacy, and comfort. Soaring vaulted ceilings and expansive windows fill the interior with natural light, creating a bright and inviting atmosphere. The open-concept living and dining areas flow seamlessly into a custom kitchen featuring Delicatus granite countertops, abundant pantry cabinetry, and a breakfast bar. Commercial-grade Wilsonart flooring, split AC, and an owned 18-panel photovoltaic system provide exceptional style, comfort, and energy efficiency. Two private lower-level bedroom suites offer a peaceful retreat. Move-in ready and located in the gated Kahala View Estates, just minutes from Kahala Mall, beaches, and downtown Honolulu.

1487 Hiikala Place Unit 28, Honolulu

$15,950,000

5 Beds ⋅ 7 Baths ⋅ 202615041 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 DOM

Set on one of Hawaii Loa Ridge's most coveted lots, this five bedroom, six and one half bath residence delivers uninterrupted views of Diamond Head, the Pacific Ocean, and Honolulu's coastline from nearly every room, with complete privacy from neighbors and the street. Award-winning architect Jeff Long paired steel-and-concrete construction with interiors built by artisans whose past work spans ultra-luxury yachts and the ateliers of Chanel, Cartier, and Hermes. Book-matched travertine and marble carry through the home, alongside Spinneybeck and Holly Hunt Italian leather walls and Molteni closet systems. A pneumatic glass elevator connects the levels, and a private theater and wine cellar round out the entertaining spaces. The Pininfarina-designed kitchen centers on a Taj Mahal quartzite island, Snaidero cabinetry, dual Sub-Zero refrigerators, and Gaggenau appliances. Outside, a saltwater infinity pool and spa sit within a landscaped lanai framed by the same sweeping views. German-engineered shutters, a full security system, and 24-hour gated access make this a genuine lock-and-go estate.

360 Puuikena Drive, Honolulu

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.